56346-57-7

Basic information

• Product Name: 4-(4-Fluorobenzoyl)piperidine
• Synonyms: 4-(4-Fluorobenzoyl)piperidin;Methanone, (4-fluorophenyl)-4-piperidinyl-;4-[(3-fluorophenyl)carbonyl]piperidine;(4-FLUORO-PHENYL)-PIPERIDIN-4-YL-METHANONE;4-(4-FLUOROBENZOYL)PIPERIDINE;(3-fluorophenyl)(piperidin-4-yl)methanone;4-(4-FLUOROBENZOYL)PIPERIDINE(WXFC1042)
• CAS NO: 56346-57-7
• Molecular Formula: C₁₂H₁₄FNO
• Molecular Weight: 207.24
• Mol File: 56346-57-7.mol
• Article Data: 15

Chemical Properties

• Melting Point: 225-227 °C
• Boiling Point: 323.2 °C at 760 mmHg
• Flash Point: 149.3 °C
• Appearance: /
• Density: 1.128 g/cm³
• Vapor Pressure: 0.000589mmHg at 25°C
• Refractive Index: 1.536
• PKA: 9.69±0.10(Predicted)
• CAS DataBase Reference: 4-(4-Fluorobenzoyl)piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-Fluorobenzoyl)piperidine(56346-57-7)
• EPA Substance Registry System: 4-(4-Fluorobenzoyl)piperidine(56346-57-7)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 56346-57-7(Hazardous Substances Data)

Usage

General Description

4-(4-Fluorobenzoyl)piperidine is a chemical compound that consists of a piperidine ring substituted with a 4-fluorobenzoyl group. It is commonly used as a building block in organic synthesis and pharmaceutical research. This chemical has potential applications in the production of various pharmaceutical drugs and other organic compounds. It is important to handle this compound with caution as it may have toxic or hazardous properties, and proper safety measures should be observed when working with it.

InChI:InChI=1/C12H15NO/c14-12(10-4-2-1-3-5-10)11-6-8-13-9-7-11/h1-5,11,13H,6-9H2

Upstream product

• 59084-16-1 1-acetylpiperidine-4-carbonyl chloride 
• 213886-98-7 1-acetyl-N-methoxy-N-methylpiperidine-4-carboxamide 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 462-06-6 fluorobenzene 
• 498-94-2 isonipecotic acid 
• 160296-40-2 tert-butyl 1-[4-(4-fluorobenzoyl)piperidin-1-yl]carboxylate 
• 160296-41-3 4-[(4-fluorophenyl)hydroxymethyl]piperidine-1-carboxylic acid tert-butyl ester 
• 137076-22-3 tert butyl 4-formylpiperidine-1-carboxylate 
• 123855-51-6 tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate 
• 25519-78-2 4-(4-fluorobenzoyl)piperidine hydrochloride 
• 73725-76-5 4-[3-(3-chloropropoxy)-4-methoxyphenyl ]-2-pyrrolidone 
• 25503-90-6 1-acetyl-piperidine-4-carboxylic acid 
• 25519-77-1 1-(4-(4-fluorobenzoyl)piperidin-1-yl)ethanone 

Downstream Products

• 114518-17-1 (4-Fluoro-phenyl)-{1-[5-(4-fluoro-phenyl)-1H-pyrrol-2-ylmethyl]-piperidin-4-yl}-methanone 
• 144734-22-5 (4-fluorophenyl)(1-methylpiperidin-4-yl)methanone 
• 62030-92-6 [1-(3-chloropropyl)-4-piperidinyl](4-fluorophenyl)methanone 
• 174469-13-7 4-(4-fluorobenzoyl)-1-(7-chloro-2,3-dihydrofuro<2,3-c>pyridin-3-ylmethyl)piperidine 
• 757181-13-8 (4-fluoro-phenyl)-[1-(3-iodo-benzyl)-piperidin-4-yl]-methanone 
• 109577-45-9 (4-(4-fluorobenzoyl)piperidin-1-yl)-1-phenylethanol 
• 692256-18-1 4-(4-fluorobenzoyl)-1-[2-(4-iodo-2,5-dimethoxyphenyl)ethyl]piperidine 
• 240403-80-9 N-<(7-oxo-4,5,6,7-tetrahydrobenzothiophene-6-yl)acetyl>-4-(p-fluorobenzoyl)piperidine 
• 240403-63-8 N-<(4-oxo-4H-5,6-dihydrocyclopentathiophene-5-yl)acetyl>-4-(p-fluorobenzoyl)piperidine 

Relevant articles and documents

Synthesis of Novel Aryloxyethylamine Derivatives and Evaluation of Their in Vitro and in Vivo Neuroprotective Activities

A series of aryloxyethylamine derivatives were designed, synthesized and evaluated for their biological activity. Their structures were confirmed by 1H-NMR, 13C-NMR, FT-IR and HR-ESI-MS. The preliminary screening of neuroprotection of compounds in vitro was detected by MTT, and the anti-ischemic activity in vivo was tested using bilateral common carotid artery occlusion in mice. Most of these compounds showed potential neuroprotective effects against the glutamate-induced cell death in differentiated rat pheochromocytoma cells (PC12 cells), especially for (4-fluorophenyl){1-[2-(4-methoxyphenoxy)ethyl]piperidin-4-yl}methanone, {1-[2-(4-methoxyphenoxy)ethyl]piperidin-4-yl}(4-methoxyphenyl)methanone, (4-bromophenyl){1-[2-(4-methoxyphenoxy)ethyl]piperidin-4-yl}methanone, {1-[2-(4-chlorophenoxy)ethyl]piperidin-4-yl}(4-chlorophenyl)methanone, (4-chlorophenyl)(1-{2-[(naphthalen-2-yl)oxy]ethyl}piperidin-4-yl)methanone, (4-chlorophenyl){1-[2-(4-methoxyphenoxy)ethyl]piperidin-4-yl}methanone and {1-[2-(4-bromophenoxy)ethyl]piperidin-4-yl}(4-chlorophenyl)methanone, which exhibited potent protection of PC12 cells at three doses (0.1, 1.0, 10 μM). Compounds (4-fluorophenyl){1-[2-(4-methoxyphenoxy)ethyl]piperidin-4-yl}methanone, (4-fluorophenyl){1-[2-(naphthalen-2-yloxy)ethyl]piperidin-4-yl}methanone, {1-[2-(4-methoxyphenoxy)ethyl]piperidin-4-yl}(4-methoxyphenyl)methanone and {1-[2-(4-chlorophenoxy)ethyl]piperidin-4-yl}(4-chlorophenyl)methanone possessed the significant prolongation of the survival time of mice subjected to acute cerebral ischemia and decreased the mortality rate at all five doses tested (200, 100, 50, 25, 12.5 mg/kg) and had significant neuroprotective activity. In addition, (4-fluorophenyl){1-[2-(4-methoxyphenoxy)ethyl]piperidin-4-yl}methanone, {1-[2-(4-methoxyphenoxy)ethyl]piperidin-4-yl}(4-methoxyphenyl)methanone and {1-[2-(4-chlorophenoxy)ethyl]piperidin-4-yl}(4-chlorophenyl)methanone possessed outstanding neuroprotection in vitro and in vivo. These compounds can be used as a promising neuroprotective agents for future development of new anti-ischemic stroke agents. Basic structure–activity relationships are also presented.

Chemoselective generation of acyl phosphates, acylium ion equivalents, from carboxylic acids and an organophosphate ester in the presence of a Br?nsted acid

We describe the chemoselective conversion of carboxylic acids to functional aromatic ketones promoted by a tailored organophosphate ester in the presence of a Br?nsted acid. The protonated phosphate ester reacts with the carboxylic acid to form acyl phosphate, which reacts with benzenes to give aromatic ketones, probably through the acylium ion or its equivalent. The reaction time is short even at room temperature, and the reaction is compatible with various other functional groups, including amines, olefins, esters, amides and nitriles.

Discovery of 4-benzoylpiperidine and 3-(piperidin-4-yl)benzo[d]isoxazole derivatives as potential and selective GlyT1 inhibitors

Regulation of glycine transporter 1 (GlyT1) activity is a currently investigated strategy in drug discovery for schizophrenia. This study developed a series of new 4-benzoylpiperidine derivatives as GlyT1 inhibitors by bioisosteric replacement and mimicking of the pyridine ring of RG1678. Among the 4-benzoylpiperidine derivatives, 23q showed an IC50 of 30 nM. Preliminary optimization of the blood-brain barrier penetration led to the discovery of 3-(piperidin-4-yl)benzo[d]isoxazole derivatives. Both series showed good selectivity over GlyT2, D1, D2, D3, 5-HT1A and 5-HT2A receptors. Moreover, behavioral testing showed 23q (40 mg kg-1, intragastric) can inhibit the hyperlocomotion induced by acute treatment of phencyclidine, and improve the impaired negative and cognitive symptoms in chronic phencyclidine-induced C57BL/6J mice. An interesting finding showed that 3-(piperidin-4-yl)benzo[d]isoxazole was a privileged scaffold of atypical antipsychotic agents but exhibited high selectivity and potency as a GlyT1 inhibitor.